Elaboration of radiopaque iodinated nanoparticles for in situ control of local drug delivery

Mawad, Damia; Mouaziz, H.; Penciu, Alexandra; Mehier, H.; Fenêt, Bernard; Fessi, Hatem; Chevalier, Yves

doi:10.1016/j.biomaterials.2009.06.027

Cited by 27 publications

(29 citation statements)

References 29 publications

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“…The monomers and prepolymers were characterized using a Bruker 400 AVANCE ( 1 H and C NMR), a TA Instruments Q200 differential scanning calorimeter (DSC), a Perkin Elmer Pyris 1 thermogravimetric analyzer (TGA). Gel permeation chromatography (GPC) was performed on a Waters 2695 Separations Module relative to polystyrene standards to characterize the prepolymers.…”

Section: Methodsmentioning

confidence: 99%

“…However, these advantages sacrifice the ability to monitor an implant over the course of its lifetime because these biomaterials often lack radiocontrast with respect to the surrounding tissue. This challenge has been overcome traditionally by the addition of metallic tags, the development of composites, or the covalent attachment of iodine‐containing molecules to the polymer structure . For example, polymer‐based medical devices, such as stents, incorporate gold or platinum metallic markers, thus directly contradicting the overall goal of complete device biodegradability.…”

Section: Introductionmentioning

confidence: 99%

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Iodinated polyesters as a versatile platform for radiopaque biomaterials

Houston

Brosnan

Burk

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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The design of polymeric biomaterials with long‐lasting X‐ray contrast could advance safe and effective implants and contrast agents. Herein, a new set of wholly aliphatic, iodinated polyesters are synthesized and evaluated as high‐contrast biomaterials and nanoparticle contrast agents for general computed tomography imaging. A single iodinated monomer is used to synthesize a variety of aliphatic polyesters with tunable thermal and mechanical properties. These iodinated polyesters are end‐functionalized with a photocurable methacrylate group, which allows easy processability. The resulting materials exhibit no cytotoxicity and are radiopaque, containing over 40% iodine by weight after processing. The polymers can be formulated into lipid–polymer hybrid nanoparticles using a modified nanoprecipitation method. Initial studies indicate that these nanoparticles show good continual contrast over 60 minutes with no uptake into the kidneys. The work presented here illustrates a novel platform for iodinated polyesters that exhibit high radiopacity and processability, low cost, and no cytotoxicity. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 2171–2177

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Iodinated polyesters as a versatile platform for radiopaque biomaterials

Houston

Brosnan

Burk

et al. 2017

J. Polym. Sci. Part A: Polym. Chem.

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“…They are important components of artificial heart, heart valves, mammary implants, catheters, suture materials and matrices for controlled drug release [3,4]. X-ray-visible PUs have received much attention in recent years, mainly due to the great development of imaging diagnosis technology to locate and evaluate the implantable materials or biomedical devices in clinic operation and postoperative observation [5][6][7][8]. As a consequence, synthesis of biodegradable radiopaque polyurethanes is of great interest for biomedical applications.…”

Section: Introductionmentioning

confidence: 99%

Enzymatic degradation and radiopaque attenuation of iodinated poly(ester-urethane)s with inherent radiopacity

et al. 2014

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Biodegradable radiopaque iodinated polyurethanes (I-PUs) based on poly(e-caprolactone) diol (PCL) as soft segment have been synthesized using 4,4 0 -isopropylidene-(2,6-diiodophenol) (IBPA) as chain extender. In order to elucidate the effect of iodinated chain extender on degradation properties of I-PUs, a control polyurethane with bisphenol A as chain extender was also synthesized. The enzymatic degradation study of these I-PUs was carried out using phosphate-buffered solution (pH 7.4) at 37°C. The mass loss, surface morphology, iodine content, radiopacity, hydrophilicity and thermal properties of the samples during degradation were characterized with scanning electron microscopy (SEM), energy-dispersive X-ray detector (EDX), differential scanning calorimetry (DSC), X-ray diffraction (XRD) and static contact angle. Results of enzymatic degradation during 3 months indicated that the incorporation of iodinated chain extender greatly hindered the in vitro degradation of I-PUs compared with the control PU-C sample. The reason for the retarded degradation was attributed to the bulky iodine atoms on IBPA chain extender with steric hindrance, which decreased the surface hydrophilicity of I-PUs and slowed water/lipase diffusion rate. Moreover, the radiopacity of I-PUs does not sharply attenuate after long-time degradation, which is useful for interventional biomedical applications.

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“…These methodologies have been applied to various polymeric materials including cellulose, 26,27 poly(meth) acrylates, 3,28-35 polyurethanes, 6,36,37 polyphosphazenes 38 or polycarbonates. The rst one relies on covalent graing of radio-opaciers to polymer backbone in a post-polymerization modication strategy.…”

Section: Introductionmentioning

confidence: 99%

Radiopaque poly(ε-caprolactone) as additive for X-ray imaging of temporary implantable medical devices

et al. 2015

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Implantable polymeric medical devices suffer from a lack of visibility under current clinical imaging techniques. To circumvent this problem, poly(3-caprolactone-co-a-triiodobenzoate-3-caprolactone)s (PCL-TIB) containing from 3.5% to 24% of triiodobenzoate-3-caprolactone units were synthesized as new X-ray macromolecular contrast agents. Physico-chemical and thermal properties of PCL-TIBs were evaluated by 1 H NMR, SEC, DSC and TGA. Their potential as radio-opacifying additive for medical devices was evaluated by preparing polymeric blends of PCL-TIB with various (co)polyesters. At first, in vitro X-ray visibility of PCL/PCL-TIB blends was evaluated. A more in depth characterization was then carried out based on PCL/PLA 50 -PEG-PLA 50 blends. The impact of PCL-TIB content on the mechanical properties of blends was evaluated by tensile tests. Stability of X-ray visibility was evaluated by ex vivo implantation of non-degraded blends and of blends degraded for 6 weeks in vitro. Finally, cytocompatibility was assessed by evaluating the proliferation of L929 fibroblasts on the blends. † Electronic supplementary information (ESI) available: FT-IR spectra of TIBA and TIBC; 1 H NMR spectrum of TIBC; 1 H NMR spectrum of PCL-TIB 3.5 ; thermograms of PCL-I 10 and PCL-TIB 3.5 ; in vitro X-ray images of PCL-TIB/PCL lms; dogbone-style tensile specimens used for tensile tests; binary X-ray images of PCL-TIB/PLA 50 -b-PEG-b-PLA 50 blends. See Materials PCL ( M n z32 000 g mol À1 ), 2,3,5-triiodobenzoic acid (TIBA, 98%), thionyl chloride (97%), lithium diisopropylamide (LDA, 2 M in THF/heptane/ethylbenzene), were purchased from Sigma-Aldrich (St-Quentin Fallavier, France). NH 4 Cl (>99%) was obtained from Acros Organics (Noisy-le-Grand, France), technical grade MgSO 4 from Carlo Erba (Val de Reuil, France), methanol (MeOH, $99.8%), dichloromethane (DCM, $99.9%) and anhydrous tetrahydrofuran (THF, $99.9%) from Sigma-84126 | RSC Adv., 2015, 5, 84125-84133This journal is

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Elaboration of radiopaque iodinated nanoparticles for in situ control of local drug delivery

Cited by 27 publications

References 29 publications

Iodinated polyesters as a versatile platform for radiopaque biomaterials

Iodinated polyesters as a versatile platform for radiopaque biomaterials

Enzymatic degradation and radiopaque attenuation of iodinated poly(ester-urethane)s with inherent radiopacity

Radiopaque poly(ε-caprolactone) as additive for X-ray imaging of temporary implantable medical devices

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